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Bean Group
Offered at $5,995,000Active
beds
7
baths
10
sq ft
9,320
Built
1915

55 Parkwood Drive

Milton, MA 02186

About this home

Experience the pinnacle of Milton living at this 1915 French Colonial masterpiece. Set on nearly three acres at the foot of the Blue Hills Reservation, this legacy estate offers a rare blend of privacy and prestige. The grounds are an entertainer’s dream, featuring an in-ground pool, pool house, and a two-story, five-bay garage with an attached vintage greenhouse. Spanning 9,000+ sq. ft., the residence boasts seven bedrooms, ten bathrooms, and nine fireplaces. The main level offers grand formal spaces, including a mahogany-paneled library and a sophisticated office. The chef’s culinary suite is a masterwork of marble and high-end gas ranges. Retreat to the palatial primary wing—a four-room haven with dual baths and expansive views. The finished lower level adds versatility with twin fitness studios and a private lounge and office. Located eight miles from Boston and Logan, enjoy a country-manor lifestyle near world-class Milton Academy. A rare architectural gem. Welcome home!

Listing last checked: Listing updated:

Listed by Kevin G. Keating · Keating Brokerage · MLS #73519804

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Details at a glance

Interior6 property facts
Rooms
12
Heating
Baseboard, Natural Gas, Fireplace(s), Fireplace
Cooling
Central Air, 3 or More
Flooring
Wood, Tile, Carpet, Marble, Stone / Slate, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
Basement
Yes · Full, Finished, Walk-Out Access, Garage Access
Fireplaces
9
Building6 property facts
Style
Single Family Residence
Year built
1915
Garage
6
Parking
21
Foundation
Granite
Roof
Shingle
Land & utilities5 property facts
Lot size
2.77 acres
Water
Public
Sewer
Public Sewer
Pool
Yes · Pool - Inground Heated, Private
Zoning
RA
Financial2 property facts
Annual taxes
$38,228
Assessment year
2025

Location

Estimated monthly cost

Explore costs at the $5,995,000 asking price. Adjust the assumptions to your situation.

Known monthly costs$33,500 / monthAdjust
Principal & interest
$30,314
Property tax
$3,186
Insurance
Not entered
HOA
Not entered

Listing annual taxes: $38,228. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.

Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.

The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.

Price and status timeline

  1. Ter

    $5,995,000 · Jun 27, 2025

More property insights

Automated value estimate $8,666,700

Estimated range $6,480,108–$10,853,292.

Automated estimates are not appraisals or guarantees of market value.

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Photo-based condition insights

Overall presentation: above average

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About 55 Parkwood Drive

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Request a tour of 55 Parkwood Drive and a Bean Group agent will help coordinate an available time with the listing side.

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Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

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